benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

Base Information

Chemical Name:benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate
CAS No.:1360594-49-5
Molecular Formula:C₃₃H₄₃NO₆Si
Molecular Weight:577.793
Hs Code.:

Synonyms:benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

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Chemical Property of benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

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Technology Process of benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

There total 7 articles about benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 1360594-47-3
(S)-1-{(4R,5R)-5-[(S)-1-amino-2-(tert-butyldiphenylsilyloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethanol

: 501-53-1,94274-21-2
benzyl chloroformate

: 1360594-49-5
benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1002/ejoc.201100968

Reference yield:

: 1138325-27-5
(R)-2-(benzyloxy)-1-((4S,5S)-5-((R)-2-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl methanesulfonate

: 1360594-49-5
benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 3102.97 Torr

2: potassium carbonate / methanol / 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 10 h / 760.05 Torr

6: sodium hydrogencarbonate / dichloromethane / 6 h / 20 °C / Inert atmosphere

With pyridine; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201100968

Reference yield:

: 1138325-28-6
(R)-1-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)-2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl methanesulfonate

: 1360594-49-5
benzyl {2-(tert-butyldiphenylsilyloxy)-1-[5-(1-hydroxyethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / methanol / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 10 h / 760.05 Torr

5: sodium hydrogencarbonate / dichloromethane / 6 h / 20 °C / Inert atmosphere

With pyridine; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201100968